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Compare 118 Vacation Homes in Windsor with updated reviews, rates, and availability.

Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing

9.8 out of 10, Exceptional, (30)
"My husband and I stayed for our anniversary and we absolutely loved it here! "
Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing

Breathtaking 44+ Acre Country Estate

10.0 out of 10, Exceptional, (30)
"Jennifer was such a very easy and communicative host. House is very well stocked, nice fluffy towels, plenty of space and clean. We had a wonderful trip to Elk. This is our second year visiting this home and we hope to be back again. "
Breathtaking 44+ Acre Country Estate

Charming 3-bedroom 2 Bath house in wonderful Endicott with AC, WiFi!

10.0 out of 10, Exceptional, (4)
"My family was in town for Thanksgiving visiting extended family. This was the perfect house for us and close to everything in town. Very clean with great service from host. "
Charming 3-bedroom 2 Bath house in wonderful Endicott with AC, WiFi!

Waterfront house on the upper most portion of the West Branch Delaware.

9.8 out of 10, Exceptional, (24)
"We stayed for a long weekend and the place was great. It was clean and the location was perfect. Close to town and very relaxing by the river. Ron was a great host, communication was top notch, easy to work with. Highly recommend staying here."
Waterfront house on the upper most portion of the West Branch Delaware.

Cozy ranch 3-bedroom house with WiFi, AC in brilliant Vestal

2.0 out of 10, (1)
"Had to search for the key to get in. No prior indication of where to find it. Was greeted by a dirty mop bucket with water, right inside the door. Found several various items tucked in couch..: dog toys, bottle of soda, electric hair trimmer. Bathroom was filthly, did have new towels. Painters tape still on wall in shower, odd signs hanging on doors. Driveway was covered in ice, no rocksalt. Property completely dated. Light bulb above stove exploded sending glass everywhere. No cleaning...
The price is AEDĀ 760
AEDĀ 1,204 total
includes taxes & fees
4 May - 5 May
Cozy ranch 3-bedroom house with WiFi, AC in brilliant Vestal

Spacious 6-bedroom house with AC, fitness room, pool, WiFi in charming Vestal

Spacious 6-bedroom house with AC, fitness room, pool, WiFi in charming Vestal

Binghamton's Beautiful Riverside Drive Living!

10.0 out of 10, Exceptional, (9)
"This was the perfect house for our trip! This house was meant for entertaining for sure. We were comfortable and able to actually host a family dinner! Everyone loved the house and space! This is a definite stay again! "
Binghamton's Beautiful Riverside Drive Living!

Scenic Home on the Delaware River, Pet-Friendly!

9.8 out of 10, Exceptional, (6)
"Perfect stay for a trip to the ares for a family wedding."
Scenic Home on the Delaware River, Pet-Friendly!

Lakefront Gem: Hot Tub & Game Room in Hancock

10.0 out of 10, Exceptional, (42)
"It’s a good space for a large group. Enough rooms for everyone. Beautiful lake nearby. Scott was very helpful. House has two kitchens, three refrigerators which was great. Kitchens weee stocked with pantry essentials which was very convenient. Over all, a good stay. "
Lakefront Gem: Hot Tub & Game Room in Hancock

Charming & Private Delaware Riverfront Home near Callicoon NY

9.8 out of 10, Exceptional, (172)
"Really a spectacular place to stay, beautiful and peaceful, comfortable and well-maintained. Hosts very responsive, even stopped by with a delicious apple pie and new cords for the internet! Would stay here again in a heartbeat. "
Charming & Private Delaware Riverfront Home near Callicoon NY

Your Tranquil Oasis on the Susquehanna River

9.6 out of 10, Exceptional, (5)
"Everything was great! Very comfortable home! Suited our out of town work needs perfectly!"
Your Tranquil Oasis on the Susquehanna River

12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos

9.8 out of 10, Exceptional, (24)
"The two houses were perfect for family vacation."
12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos

On the Delaware River, beautiful views, fishing, kayaking, floating, swimming

10.0 out of 10, Exceptional, (7)
"It was perfect "
On the Delaware River, beautiful views, fishing, kayaking, floating, swimming

LARGE BRICK SCHOOL HOUSE NEAR NY/PA UPPER DELAWARE RIVER WITH MUSIC STUDIO

9.6 out of 10, Exceptional, (47)
"Had a group of people stay from Rochester and we had an absolute blast. Easy check in/check out. Great communication. Would stay again."
LARGE BRICK SCHOOL HOUSE NEAR NY/PA UPPER DELAWARE RIVER WITH MUSIC STUDIO

Sweet comfy duplex house

The price is AEDĀ 680
AEDĀ 1,108 total
includes taxes & fees
6 May - 7 May
Sweet comfy duplex house

Cozy 3 bedroom log cabin in a scenic country setting. Very private

10.0 out of 10, Exceptional, (26)
"Private, perfect mini-getaway with log cabin charm."
Cozy 3 bedroom log cabin in a scenic country setting. Very private

Pet-Friendly Hancock Home on the Delaware River!

9.8 out of 10, Exceptional, (21)
"The place is beautiful, very relaxing an the owner was very accommodating"
Pet-Friendly Hancock Home on the Delaware River!

Your Own Personal Ski - Skate - Fishing LODGE!

9.8 out of 10, Exceptional, (33)
"House was exactly as shown, very clean and the tables were beautiful! Very comfortable and relaxing, just what we were looking for."
Your Own Personal Ski - Skate - Fishing LODGE!

Recently renovated house in Hancock, NY near Delaware River

10.0 out of 10, Exceptional, (12)
"The perfect place to stay when we picked up our kid at Frenchwoods! Clean and perfectly situated."
Recently renovated house in Hancock, NY near Delaware River

Riverside Retreat in The Catskill Mountains

Riverside Retreat in The Catskill Mountains
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Windsor

Historic Main Street private 2 bedroom apartment with views and all amenities.

9.6 out of 10, Exceptional, (43)
"Had another outstanding stay at this location everything I expected was at hand."
Historic Main Street private 2 bedroom apartment with views and all amenities.

Waterfront Properties vacation rental

9.8 out of 10, Exceptional, (59)
"We stayed here and it was a true paradise, very quiet and very very pretty. The cottage is on a really nice bend in the river, you can sit on the front porch and just watch it go by. The place is newly updated, very clean and presentable. We would stay here again. Also, check out Animal Adventure Park 5 min away."
The price is AEDĀ 459
AEDĀ 1,170 total
includes taxes & fees
3 May - 4 May
Waterfront Properties vacation rental

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (151)
"Property was clean and just the right size for our group of 2 people and 2 dogs. Had a great time disconnecting from our everyday and walking the property. Hosts were responsive and helpful. "
The price is AEDĀ 426
AEDĀ 1,182 total
includes taxes & fees
14 May - 15 May
Handcrafted Riverfront Cabin on 10 acres
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.